- Covered Up: The concept behind the the Mermaid Avenue albums.
- Epileptic Trees: Some reviewers and fans saw the songs Yankee Hotel Foxtrot as being about the 9/11 attacks, even though the album was recorded before the attacks happened.
- Face of the Band: Jeff Tweedy.
- Growing the Beard: Their first album, A.M. sold poorly and was not well-received by critics, being generally regarded as watered-down Uncle Tupelo. Being There is where the band really grew the beard for fans.
- Harsher in Hindsight: "Tall buildings shake, voices escape singing sad sad songs" ("Jesus, Etc.").
- Magnum Opus: Yankee Hotel Foxtrot
- More Popular Spin-off: To Uncle Tupelo, in terms of sales.
- True Art Is Angsty: Yankee Hotel Foxtrot was made at a time when Tweedy was addicted to painkillers for his migraines as well as alcohol, in addition to the above-mentioned drama with his label. Since then he's kicked both (as well as quit smoking), enjoying modest commercial success as well as a stable home life; the music since then reflects the shift. There's a section of the fandom whose reaction to this is They Changed It, Now It Sucks (calling Sky Blue Sky "dad-rock" is one of the more diplomatic assessments).
- Some have speculated that his "Tweedy" side project with his son is a Take That to those who leveled the "dad rock" charge.